Top Caribbean Private Sightseeing Tours

Q: I need a ride! Which Caribbean Private Sightseeing Tours have Hotel Pickup?

No problem. These Caribbean Private Sightseeing Tours include Hotel Pickup: Private Airport Transfers Roundtrip Punta Cana Hotels Souvenir Shopping Tour in Punta Cana. Transportation Included Great River Raft and Full Limestone body Massage In Montego Bay Ricks Cafe Negril and 7 Mile Beach Day Trip Punta Cana Shopping tour View all Tours with Hotel Pickup →

Q: Got any more Caribbean trip ideas?

We sure do. Check out our curated lists of hand-picked Caribbean Tours. Top 10 Caribbean 2026 Senior-friendly tours Caribbean The best tours and activities for culture lovers in Caribbean Top Day Trips from Caribbean Things to do in Caribbean this summer View all Caribbean Trip Ideas →

Q: What are the most popular styles of Tours and Activities in Caribbean?

Based on our sales data over the past year, the most popular styles of tours and activities in Caribbean are: Caribbean Luxury & Special Occasions Caribbean Luxury Tours Caribbean Tours & Sightseeing Caribbean Shore Excursions Caribbean Port Transfers View all tour styles in Caribbean →

Experience our Private Excursion tailored exclusively for you! Embark on a serene journey through the picturesque landscapes of British Virgin Islands as you make your …More

Tortola, British Virgin Islands

Private Tour Hull Bay Farm & Beach

Experience our Private Excursion tailored exclusively for you! Embark on a serene journey through the picturesque landscapes of British Virgin Islands as you make your...

7 hours Hotel pickup offered

from
$453

Tour your way and at your pace! Avoid long shared bus lines and having to wait on other tour participants. You decide ultimately how long …More

Nassau, Bahamas

4.9 (52)

Private Guided Island Tour in Nassau Bahamas -Free Wifi & Drinks

Tour your way and at your pace! Avoid long shared bus lines and having to wait on other tour participants. You decide ultimately how long...

3 hours Hotel pickup offered Free Cancellation

4.9 (52)

from
$460

Private Guided Tour: Unveiling Old San Juan's History

We provide a guaranteed private tour of Old San Juan and it´s vicinities in our luxury Audi SUV. Our guides are professional historians, who have …More

5.0 (1)

Private Guided Tour: Unveiling Old San Juan's History

We provide a guaranteed private tour of Old San Juan and it´s vicinities in our luxury Audi SUV. Our guides are professional historians, who have...

6 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$462

PRIVATE EXECUTIVE TOURS (Nassau Transfers)

THERE ARE SEVERAL REASONS TO CHOSE NASSAU LIMO SERVICE, WE LET YOU EXPLORE NASSAU OR DO BUSINESS AS YOU PLEASE. PICK UPS AVAILABLE 24 HOURS …More

4.5 (2)

PRIVATE EXECUTIVE TOURS (Nassau Transfers)

THERE ARE SEVERAL REASONS TO CHOSE NASSAU LIMO SERVICE, WE LET YOU EXPLORE NASSAU OR DO BUSINESS AS YOU PLEASE. PICK UPS AVAILABLE 24 HOURS...

3 hours Free Cancellation

4.5 (2)

from
$462

3H or 4H | Private Boat Trip | Swim, Board or Snorkel

Join us on board! We are a small family business. Personalized service is very important to us. All our private trips can be customized to …More

5.0 (163)

3H or 4H | Private Boat Trip | Swim, Board or Snorkel

Join us on board! We are a small family business. Personalized service is very important to us. All our private trips can be customized to...

3 hours Free Cancellation

5.0 (163)

from
$475

Ultimate Full-Day Private Tour: Discover all Curacao highlights

This tour offers a comprehensive exploration of the island's most significant historical landmarks and its most breathtaking natural wonders. You'll have the opportunity to discover …More

Willemstad, Curacao

5.0 (14)

Ultimate Full-Day Private Tour: Discover all Curacao highlights

This tour offers a comprehensive exploration of the island's most significant historical landmarks and its most breathtaking natural wonders. You'll have the opportunity to discover...

7 hours Hotel pickup offered Free Cancellation

5.0 (14)

from
$475

Private Tour - Rock formations and Turtle Viewing

Explore Aruba's Beaches and iconic landmarks on a private half-day Jeep tour in our signature red Wrangler. Guided by a local expert, uncover stories and …More

5.0 (5)

Private Tour - Rock formations and Turtle Viewing

Explore Aruba's Beaches and iconic landmarks on a private half-day Jeep tour in our signature red Wrangler. Guided by a local expert, uncover stories and...

4 to 5 hours Free Cancellation

5.0 (5)

from
$475

Private St John Tour including Trunk Bay

Learn about the local culture and life on the smallest Virgin Island. Highlights of the tour include Cruz Bay, Annaberg Ruins, and one of St. …More

Cruz Bay, US Virgin Islands

3.4 (9)

Private St John Tour including Trunk Bay

Learn about the local culture and life on the smallest Virgin Island. Highlights of the tour include Cruz Bay, Annaberg Ruins, and one of St....

4 to 5 hours Hotel pickup offered Free Cancellation

3.4 (9)

from
$475

FAMOUS SHIPWRECK, Tiki Bar & Iguana Island Private Jet Ski Tour

You will get to explore the waters of the Turks and Caicos Islands using our Sea-Doo GTI's watercraft on this guided tour. Visit The La …More

4.8 (22)

FAMOUS SHIPWRECK, Tiki Bar & Iguana Island Private Jet Ski Tour

You will get to explore the waters of the Turks and Caicos Islands using our Sea-Doo GTI's watercraft on this guided tour. Visit The La...

2 hours Free Cancellation

4.8 (22)

from
$479

Curacao Private Romantic Sunset Sailing Tour for 2

Celebrate love with an unforgettable private romantic sailing experience in beautiful Curacao. Surprise your partner with a breathtaking sunset yacht escape designed for couples seeking …More

5.0 (4)

Curacao Private Romantic Sunset Sailing Tour for 2

Celebrate love with an unforgettable private romantic sailing experience in beautiful Curacao. Surprise your partner with a breathtaking sunset yacht escape designed for couples seeking...

3 hours Free Cancellation

5.0 (4)

from
$479

Experience our Private Excursion tailored exclusively for you! Embark on a serene journey through the picturesque landscapes of Turks and Caicos Islands as you make …More

Private Tour Exploration in Gracebay

Experience our Private Excursion tailored exclusively for you! Embark on a serene journey through the picturesque landscapes of Turks and Caicos Islands as you make...

7 hours Hotel pickup offered

from
$480

Private Aruba Beach Hop and Snorkel Experience

Discover Aruba beyond the usual tourist trail on an unforgettable Private Island Adventure combining breathtaking beaches, vibrant culture, and authentic local flavor. Your journey begins …More

4.9 (28)

Private Aruba Beach Hop and Snorkel Experience

Discover Aruba beyond the usual tourist trail on an unforgettable Private Island Adventure combining breathtaking beaches, vibrant culture, and authentic local flavor. Your journey begins...

4 hours Free Cancellation

4.9 (28)

from
$480

Private Guided Tour Around Nassau, The Bahamas

We provide private tours around the island of the Bahamas giving our guests full history and cultural information about the island our tours are inactive …More

Nassau, Bahamas

5.0 (15)

Private Guided Tour Around Nassau, The Bahamas

We provide private tours around the island of the Bahamas giving our guests full history and cultural information about the island our tours are inactive...

4 hours Hotel pickup offered Free Cancellation

5.0 (15)

from
$480

This tour is unique because it is a private tour where you have the Taxi at your disposal to serve you for the day. …More

Kingstown, St Vincent and the Grenadines

3.0 (2)

Dark View Falls Private Tour

This tour is unique because it is a private tour where you have the Taxi at your disposal to serve you for the day....

1 to 5 hours Hotel pickup offered Free Cancellation

3.0 (2)

from
$481

Half Day Big Game Fishing private charter

1/2 DAY BIG GAME FISHING All hours available, we pick you up any time! Location: Puerto Plata - Sosua - Cabarete - Amber Cove All excursions …More

Puerto Plata, Dominican Republic

4.9 (17)

Half Day Big Game Fishing private charter

1/2 DAY BIG GAME FISHING All hours available, we pick you up any time! Location: Puerto Plata - Sosua - Cabarete - Amber Cove All excursions...

4 hours Hotel pickup offered Free Cancellation

4.9 (17)

from
$490

Sail Away: Private Scenic Excursion from San Juan

Private, AM. PM. or Sunset, sailing around the San Juan Bay and Harbor of Old San Juan, Puerto Rico. (Prices already include all taxes and fees) …More

4.9 (164)

Sail Away: Private Scenic Excursion from San Juan

Private, AM. PM. or Sunset, sailing around the San Juan Bay and Harbor of Old San Juan, Puerto Rico. (Prices already include all taxes and fees)...

2 to 3 hours Free Cancellation

4.9 (164)

from
$494

Embark on an unforgettable adventure with our captivating St. John Jeep Tour! Journey through the island like a local alongside our knowledgeable guides. Savor the …More

Cruz Bay, US Virgin Islands

2.0 (1)

Private 4WD Tour to Trunk Bay St John

Embark on an unforgettable adventure with our captivating St. John Jeep Tour! Journey through the island like a local alongside our knowledgeable guides. Savor the...

6 hours Hotel pickup offered Free Cancellation

2.0 (1)

from
$495

Couples Private St. Lucia Highlights Tour

An amazing private tour with amazing guides which we call ambassadors. You visit all the main sights and attractions of the island. Customize the tour …More

Soufriere, St Lucia

5.0 (4)

Couples Private St. Lucia Highlights Tour

An amazing private tour with amazing guides which we call ambassadors. You visit all the main sights and attractions of the island. Customize the tour...

6 to 8 hours Hotel pickup offered Free Cancellation

5.0 (4)

from
$498

Customizable Half a Day Private Bus Tour in the Bahamas

Choose from 30 different activities to do on the island. We will then help you • Create an itinerary that reflects the needs and desires …More

4.8 (36)

Customizable Half a Day Private Bus Tour in the Bahamas

Choose from 30 different activities to do on the island. We will then help you • Create an itinerary that reflects the needs and desires...

5 hours Free Cancellation

4.8 (36)

from
$499

Private Boat Tours: Customize Your Grand Cayman Adventure!

We provide a variety of tour options accommodating guests that'd like to make one stop or see it all. Tour Locations: - Stingray City - …More

Grand Cayman, Cayman Islands

4.9 (196)

Private Boat Tours: Customize Your Grand Cayman Adventure!

We provide a variety of tour options accommodating guests that'd like to make one stop or see it all. Tour Locations: - Stingray City -...

2 to 6 hours Free Cancellation

4.9 (196)

from
$499

Frequently Asked Questions

These answers are based on answers previously given to Cool Shore Excursions customers' questions.

What are the best options for Caribbean Private Sightseeing Tours?

According to verified reviews on Cool Shore Excursions and TripAdvisor, the best Caribbean Private Sightseeing Tours are:

What are the best kid-friendly options for Caribbean Private Sightseeing Tours Tours?

Which Caribbean Private Sightseeing Tours have Instant Confirmation?

Caribbean Private Sightseeing Tours with Instant Confirmation include:

View all Tours with Instant Confirmation →

Which Caribbean Private Sightseeing Tours have Free Cancellation?

Caribbean Private Sightseeing Tours with Free Cancellation (in most cases up to 24 hours in advance of your tour date, check the specific tour page) include:

View all Tours with Free Cancellation →

I need a ride! Which Caribbean Private Sightseeing Tours have Hotel Pickup?

Got any more Caribbean trip ideas?

What are the most popular styles of Tours and Activities in Caribbean?